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HuagongsheHuagongshe Chemistry Print Report · For research reference only
HRID 437645Generated: October 29, 2026

Methanol → 2-amino-N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-4-fluorobenzamide dihydrochloride

https://huagongshe.com/reaction/437645

Reaction equation

Participants

RoleNameHCIDCharge
ReactantMethanolHCID 887—
ReactantN--{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-4-fluoro-2-nitrobenzamideHCID 21428896—
ReactantHCID 178418361HCID 178418361—
CatalystNickelHCID 935—
SolventTetrahydrofuranHCID 8028—
Product2-amino-N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-4-fluorobenzamide dihydrochlorideHCID 21428830—

Reaction Steps

A mixture of 4.5 parts of N--{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-4-fluoro-2-nitrobenzamide, 40 parts of methanol and 90 parts of tetrahydrofuran is hydrogenated at normal pressure and at room temperature with 2 parts of Raney-nickel catalyst. After the calculated amount of hydrogen is taken up, the catalyst is filtered off and the filtrate is evaporated. The residue is converted into the hydrochloride salt in 2-propanol. The salt is filtered off and dried, yielding 2 parts of 2-amino-N-{2-[4-(4-chlorophenyl)-4-hydroxy-1-piperidinyl]ethyl}-4-fluorobenzamide dihydrochloride; mp. 210.7° C.

Provenance & Evidence

DOI10.6084/m9.figshare.5104873.v1
Patent numberUS04031226
Source datasetuspto-grants-1977_06
ORD IDord-3124d522898b482999353b5a60dd6956
Source noteuspto-grants-1977_06